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Popular Boat & Yacht Tours Charters in Maryland  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Boat & Yacht Tours in Maryland, MD- BoatBooker

Maryland

Maryland, United States

Set your course for Maryland, where an intricate network of bays, rivers, and coastal inlets creates a premier playground for on-the-water exploration. Maryland boating charters unlock serene coves, broad open reaches, and postcard harbors that welcome both first-time cruisers and seasoned captains. From sunrise outings to golden-hour returns, the state’s varied shorelines offer ever-changing panoramas and calm waters ideal for sightseeing, wildlife spotting, and relaxed cruising.Maryland’s maritime character shines across iconic waterfront cities and quaint Eastern Shore communities, each with its own nautical traditions, working docks, and welcoming marinas. Charter a powerboat for flexible day-hopping between waterfront towns, step aboard a classic sail for a breezy afternoon, or choose a roomy catamaran for group gatherings. With sheltered channels and well-marked routes, you can pair easy navigation with memorable stops for waterfront dining, historic districts, and scenic boardwalks.Whether you’re planning a family-friendly day on the water, a photography-filled nature cruise, or a celebratory sunset sail, Maryland boating charters deliver variety in every season. Expect smooth passages on protected waterways, lighthouse views along storied coasts, and opportunities to anchor in quiet anchorages perfect for a swim or picnic. Explore at your own pace, craft an itinerary that matches your style, and discover why Maryland’s waterways remain a beloved destination for boaters seeking authentic coastal charm and effortless adventure.

Discover the enchanting world of Maryland Boat Tours in the United States, a haven for those who love the sea and all its wonders. With its stunning waterways and historic ports, Maryland offers a unique experience for everyone. From the bustling Baltimore Harbor to the picturesque St. Michaels, each destination provides a blend of history, culture, and breathtaking natural beauty.

Enjoy a leisurely day in Annapolis, famous for its historic seaport and the U.S. Naval Academy, or take a sunset cruise around the Chesapeake Bay, known for its serene landscapes and cultural heritage. For a fun twist, consider a floating Tiki Bar experience in St. Michaels, where you can indulge in light snacks and beverages while taking in the Bay views.

Maryland Boat Tours provide various options to fit your interests, whether you're looking for a narrated cruise, a relaxing sail, or an adventurous day on the water. Experience the allure of the Inner Harbor in Baltimore, explore the charm of Chesapeake Bay Maritime Museum, or simply unwind with a sunset sail. With its diverse offerings, Maryland is the perfect place for your next boating adventure.

You and your guests can enjoy a relaxing cruise on the South River and Chesapeake Bay. You will get an up close look at the historic Thomas Point Lighthouse and views of the Bay Bridge and Annapolis.

United States

Hot Pursuit Charter Fishing LLC

Edgewater

Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! Based in beautiful Edgewater, our 1993 Markley Custom vessel is your ticket to an exhilarating day on the water. Whether you&#039;re seeking the thrill of fishing, a leisu

Enjoy an evening cruising the Ocean City area and take in the sights of the season.

Day on the Bay Charters

Ocean City

Join us for an unforgettable day on the water, where every moment is designed to create lasting memories. Whether you&#8217;re in the mood for a lively daytime booze cruise, a serene sunset sail, or a festive evening tour of Christmas lights on the bay, w

Enjoy a "2 Hour Scenic Cruise" on the local waters around Ocean City. 

Your cruise will start with a short ride to Assateague Island in search of the world famous wild ponies.

Next we will head out into the Atlantic Ocean and cruise along the coast in search of dolphins. 

You may also encounter many bird species such great blue herons pelicans, ospreys and bald eagles.

Be sure to wear a swim suit. There will be opportunities to get in the water and swim if you like.

This trip departs at 10:30 AM.

Saltwater Adventures Ocean City - Maryland

Welcome aboard &quot;Saltwater Adventures&quot; with your host Capt. Tony Battista. The boat is a custom 25&#039; center console that was built right here in West Ocean City and was launched in 2017. It can carry up to 6 passengers and has all required sa

Embark on a serene mid-week escape aboard the Keeper. Tailor your journey to your desires, whether it’s a captivating lighthouse tour, discovering the charming islands of the upper Chesapeake Bay, exploring the tranquil waters of Middle River and its scenic creeks, or simply basking in the beauty of the great outdoors. Your adventure, your way!

Chasin Dreams Boat Tours

Baltimore

Set sail on the Chasin Dreams Sportfishing, a stunning 1978 Ricky Scarborough Custom Carolina Sportfishing boat based out of Baltimore. Perfect for up to 6 guests, this boat promises an unforgettable adventure on the water. Powered by a 315 HP diesel inbo

Come enjoy your vacation aboard the A-Dare, we specialize in fishing, cruising, and good times! Enjoy the scenery and wildlife of Assateague island, wild ponies, see dolphins, turtles as well as various seabirds, we can enjoy lunch or a drink at numerous waterfront restaurants, or a quiet cruise in the back bays, we tailor each experience to the client's request, come see us in Ocean City!

A Dare Inshore

Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City. Perfect for up to four guests, this sleek vessel is powered by a powerful 150 HP Suzuki outboard engine, allowing you to

Explore the Bay on a 3-Hour Cruise with Lost Sailor Guide Service!
Join Captain Skip for a scenic 3-hour cruise from Fenwick Island to the Assateague Bridge, hitting all the best spots along the way. Glide through calm waters, take in stunning coastal views, and spot wildlife like ospreys, dolphins, and Assateague’s wild ponies. Whether you want to relax, snap great photos, or enjoy the peaceful bay, this trip is the perfect escape. Bring your favorite drinks and snacks, and let the adventure begin!

Lost Sailor Guide Service LLC

Bishopville

Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! Whether you&#039;re looking for a relaxing day on the water, scenic coastal views, or a customized cruise to explore

Enjoy a relaxing 2-hour Sunset Cruise with alcoholic or non-alcoholic drinks. Choose your preferred time: 4–6 PM, 5–7 PM, or 6–8 PM. Or join us for a Dinner Cruise along the scenic Tred Avon River, where you can enjoy a glass of wine en route to one of Oxford’s top waterfront restaurants: Capsides OXMD, Robert Morris Inn, or Doc's Sunset Grille. A perfect way to unwind and take in the beauty of the Chesapeake Bay.

Screaming Eagle Charters

Bozman

Step aboard Screaming Eagle Charters&mdash;a classic 2010 Trojan Sportfish ready to show you the best of Neavitt and the Chesapeake Bay! With room for up to 6 guests, this well-equipped vessel is powered by a reliable 380HP Cummins diesel inboard and crui

Embark on a relaxing 2-hour Assateague Island Tour from Ocean City and witness the famous wild horses roaming freely in their natural habitat. Cruise along scenic waterways as your captain shares the history and secrets of this beautiful island. It’s the perfect adventure for nature lovers and photographers alike.

5 STAR Charters Tours & Taxi

Discover Ocean City from a whole new perspective with 5 STAR Charters Tours &amp; Taxi! This spacious 24 ft USCG-inspected Carolina Skiff can comfortably accommodate up to 13 guests, making it perfect for families, friends, or group outings. Powered by a 

Take a boat ride on the scenic Choptank River. Capt Tony will share local knowledge and stories of the local watermen, celebrities, and history. Look for bald eagles and ospreys on scenic shorelines.

Chasin Fins

Cambridge

Step aboard Chasin Fins, a sleek 2019 Key West 239 FS Center Console ready to take you on unforgettable adventures from beautiful Cambridge. Powered by a reliable 300 HP Yamaha outboard engine, this versatile vessel cruises comfortably at 27 knots and is 

Come aboard for a relaxing cruise around Tangier Sound and check out historic landmarks, including lighthouses, historic homesteads, hunting grounds, and more.

What we could encounter:  Turtles, dolphins, various birds, Sika Deer, Nutria, otters, stingrays, and more!

FishPit Charters

Nanticoke

FishPit Charters invites you to explore the stunning Nanticoke waters aboard a fully restored 1999 Maycraft 2300 Pilot House &mdash; a versatile and comfortable vessel perfect for both adventure and relaxation. Powered by a 200 HP Evinrude engine, this re

Boat & Yacht Tours in Maryland

Top Boat & Yacht Tours in Maryland